Senior Customer Engineer, Majors - Toronto, CA

Cloudflare
Distributed

Who this role is best for

Geared toward technically proficient professionals comfortable with AI-augmented workflows and commercial accountability, with a focus on enterprise solutions and distributed work arrangements.

Best fit for

  • Candidates with experience in enterprise technical roles and a strong commercial orientation
    — “Carry a variable quota tied directly to new business acquisition and/or ongoing account growth
  • Individuals who can bridge technical execution with high-level business strategy for C-suite stakeholders
    — “Capable of bridging the gap between deep technical implementation details and high-level C-suite business strategy
  • Professionals who have leveraged AI tools in technical customer engagement and platform adoption
    — “Leverage AI agents and internal platforms to automate routine tasks

Things to consider

  • The role demands ownership of the entire customer lifecycle, including onboarding and expansion
    — “You will own discovery, demos, onboarding, technical health, risk, and expansion strategy
  • Compensation is variable and depends on meeting commercial targets across the customer journey
    — “This role features a competitive base salary and a variable commission structure

How to stand out

  • Demonstrate experience in translating technical capabilities into business outcomes for leadership
    — “Translate platform capabilities into return on investment for C-level executives
  • Emphasize your stakeholder management and ability to advise throughout the customer lifecycle
    — “Maintaining a continuous, deep relationship with key stakeholders from initial onboarding through maturity
Pace · Fast PacedCollaboration · HighAutonomy · HighDecision Impact · TeamLevel · Senior

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • lead technical discovery
  • deliver product demonstrations
  • provide technical onboarding
  • drive business outcomes
  • carry quota
Typical background
technical salescloud infrastructurenetworking

Skills & requirements

Required

Technical ValidationCustomer AdoptionCommercial AccountabilityAI IntegrationTechnical SalesCloud InfrastructureNetworkingSecurity

Preferred

Ai-native CuriosityCustomer SuccessTechnical Leadership

Stack & domain

CloudflareTechnical DiscoveryArchitectureProduct DemonstrationsProof Of Concepts (pocs)Technical OnboardingImplementationTechnical HealthRiskExpansion StrategyCustomer Health ScoresTelemetryIntegration BottlenecksAi-augmented WorkflowsAdministrative ToilArchitectural DesignMeasurable Business OutcomesCustomer JourneyTechnical Go-to-market StrategyTrusted AdvisorTechnical RelationshipInitial Discovery PhaseLong-term AdoptionOngoing Account ExpansionTechnical ValidationAccount ExecutivesLeadershipCommunicationProblem-solvingOwnershipTeam Management

About the role

Original posting from Cloudflare via Greenhouse

About Us

At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network, which gets smarter with every request. As a result, they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company. 

At Cloudflare, we’re not looking for people who wait for a polished roadmap; we’re looking for the builders who see the cracks in the Internet that everyone else has simply learned to live with. We value candidates who have the instinct to spot a "normalized" problem and the AI-native curiosity to create a solution using the latest tools. Our culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow, while ensuring that every improvement, no matter how small, is shared across the team to lift everyone up. If you’re the type of person who values curiosity over bureaucracy, and that AI is a partner in solving tough problems to keep the Internet moving forward, you’ll fit right in.

Available Locations

Toronto, Canada

About the Role

At Cloudflare, we are on a mission to help build a better Internet. As the architectural complexity of enterprise solutions scales, we are evolving how we partner with our customers. The Customer Engineer (CE) represents the core driver of our technical go-to-market strategy: a trusted advisor who owns the technical relationship from the initial discovery phase through to long-term adoption and ongoing account expansion.

Sitting within the GTM organization and reporting to the Regional Customer Engineering Leader, you will not hand off your customers once an initial agreement is reached. Instead, you will operate as a quota-carrying technologist, utilizing AI-augmented workflows to eliminate administrative toil so you can focus on high-value architectural design and driving measurable business outcomes across the entire customer journey.

Responsibilities

Technical Validation: Partner closely with Account Executives to lead technical discovery, build bespoke architectures, and deliver compelling product demonstrations and Proof of Concepts (PoCs) across Cloudflare’s portfolio (Security, Networking and Developer Platforms).

Customer Adoption & Value Realization: Lead and/or provide oversight to technical onboarding and implementation, serving as the primary executive and engineering contact for the customer. You will partner with Account Executives to own discovery, demos, onboarding, technical health, risk, and expansion strategy. You will proactively monitor dynamic customer health scores and telemetry to ensure rapid time-to-value and resolve integration bottlenecks.

Commercial Accountability & Expansion: Carry a variable quota tied directly to new business acquisition and/or ongoing account growth. You will be commercially accountable for ensuring deep platform adoption, retaining revenue, and identifying strategic cross-sell and up-sell opportunities based on product usage data. Lead technical Quarterly Business Reviews (QBRs) to translate platform capabilities into return on investment for C-level executives.

Trusted Advisory: Act as a trusted technical advisor throughout the entire customer lifecycle, maintaining a continuous, deep relationship with key stakeholders from initial onboarding through maturity, renewal, and expansion.

AI Orchestration & Workflow Automation: Act as an "AI-Augmented" engineer. Leverage AI agents and internal platforms to automate routine tasks such as RFP/Security Questionnaire responses, sandbox provisioning, and basic telemetry monitoring, reclaiming your time for strategic customer advisory.

Desirable Skills, Knowledge, and Experience

Experience: Experience in a customer-facing technical role, such as Solutions Engineering, Customer Engineering, Sales Engineering, or as a Forward Deployed Engineer (years of experience required will vary based on Associate, Senior, Staff, or Principal leveling).

Technical Acumen: Broad technical expertise spanning web security, networking (routing, DNS, DDoS mitigation), cloud infrastructure, and enterprise architecture.

Commercial Mindset: Proven track record of operating in a quota-carrying or revenue-aligned environment, with a strong understanding of SaaS metrics, business value translation, and enterprise sales cycles.

Communication: Exceptional presentation and stakeholder management skills, capable of bridging the gap between deep technical implementation details and high-level C-suite business strategy.

Bonus Points

Cloudflare AI Stack Experience: Hands-on experience building, deploying, or architecting solutions using Cloudflare's developer platform and AI ecosystem, specifically Workers AI, AI Gateway, and Vectorize.

Applied AI Knowledge: Experience with prompt engineering, Large Language Model (LLM) orchestration, or Retrieval-Augmented Generation (RAG) architectures.

Coding/Scripting: Proficiency in Python, JavaScript, or similar languages to write custom integration scripts, API connectors, and edge computing functions.

Compensation

This role features a competitive base salary and a variable commission structure tied directly to the successful execution of full-lifecycle commercial targets, including new business acquisition, ongoing adoption milestones, and overall account expansion.

Compensation may be adjusted depending on work location. This role is eligible to earn incentive compensation under Cloudflare’s Sales Compensation Plan. The estimated annual salary range includes the on-target incentive compensation that may be attained in this role under the Sales Compensation Plan.

What Makes Cloudflare Special?

We’re not just a highly ambitious, large-scale technology company. We’re a highly ambitious, large-scale technology company with a soul. Fundamental to our mission to help build a better Internet is protecting the free and open Internet.

Project Galileo: Since 2014, we've equipped more than 2,400 journalism and civil society organizations in 111 countries with powerful tools to defend themselves against attacks that would otherwise censor their work, technology already used by Cloudflare’s enterprise customers--at no cost.

Athenian Project: In 2017, we created the Athenian Project to ensure that state and local governments have the highest level of protection and reliability for free, so that their constituents have access to election information and voter registration. Since the project, we've provided services to more than 425 local government election websites in 33 states.

1.1.1.1: We released 1.1.1.1 to help fix the foundation of the Internet by building a faster, more secure and privacy-centric public DNS resolver. This is available publicly for everyone to use - it is the first consumer-focused service Cloudflare has ever released. Here’s the deal - we don’t store client IP addresses never, ever. We will continue to abide by our privacy commitment and ensure that no user data is sold to advertisers or used to target consumers.

Sound like something you’d like to be a part of? We’d love to hear from you!

Please note that applicants who progress to the offer stage of the interview process may be asked to attend an in-person interview within one of the Cloudflare Offices or Cloudflare Hubs.  More details about this will be available at that stage of the interview process.

This position may require access to information protected under U.S. export control laws, including the U.S. Export Administration Regulations. Please note that any offer of employment may be conditioned on your authorization to receive software or technology controlled under these U.S. export laws without sponsorship for an export license.

Cloudflare is proud to be an equal opportunity employer.  We are committed to providing equal employment opportunity for all people and place great value in both diversity and inclusiveness.  All qualified applicants will be considered for employment without regard to their, or any other person's, perceived or actual race, color, religion, sex, gender, gender identity, gender expression, sexual orientation, national origin, ancestry, citizenship, age, physical or mental disability, medical condition, family care status, or any other basis protected by law. We are an AA/Veterans/Disabled Employer.

Cloudflare provides reasonable accommodations to qualified individuals with disabilities.  Please tell us if you require a reasonable accommodation to apply for a job. Examples of reasonable accommodations include, but are not limited to, changing the application process, providing documents in an alternate format, using a sign language interpreter, or using specialized equipment.  If you require a reasonable accommodation to apply for a job, please contact us via e-mail at hr@cloudflare.com or via mail at 101 Townsend St. San Francisco, CA 94107.

Source: Cloudflare careers (Greenhouse)

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